Affiliate Marketing & Side Hustles on the Doug.Show

Affiliate Marketing & Side Hustles on the Doug.Show

The Doug Show is where I’ll talk to other marketers, side hustlers, & experts, share success stories, talk about making the leap from corporate worker bee to entrepreneur. We'll go deep on affiliate marketing, side hustles, SEO, entrepreneurship, management, and working online.

Episodes

July 7, 2025 56 mins

I ramble about Sonora Guitar Intensive sales funnel and my experience with high-ticket music mentorship programs. And highlights on adjusting my podcast setup.

Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.

*I’m an affiliate, so I get a commission if you sign up!

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Mark as Played

I complain about Descript, gush over my new pre-amp (JHS Colourbox v2), and eventually talk about my podcasting dilemma. I have a couple other mini updates too.

Sponsored by Cloudways Hosting! Please check out Cloudways for your hosting solutions.

Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.

*I’m an affiliate for both, so I get a commission if you sign up!

Also, check out:

Mark as Played

I talk about Print on Demand, Etsy, and things I’m obsessed with.

Giftlab (by Emily Odio-Sutton)

Check out MDD Hosting

*I’m an affiliate, so I get a commission if you sign up!

Mark as Played

I discuss the current struggles and declining revenue of my business. I share how I’m cutting costs, including letting go of his long-time VA, Callie, and eliminating unnecessary expenses.

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More with Doug:

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  • Mark as Played
    Doug discusses the often-overlooked difficulties that come with being an entrepreneur. He outlines five major challenges, including the continuous pressure, financial instability, the burden of doing everything yourself, high expectations, and the perpetual learning curve.

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  • Mark as Played

    Doug interviews Steve Stewart, a renowned podcast editor in the personal finance space. Steve discusses his journey from financial coaching and blogging to becoming a full-time podcast editor. He shares insights about his work, his experience with podcast editing tools, and tips on managing a business using the Profit First method.

    Connect with Steve

    Mark as Played
    Doug is joined by Emily Odio-Sutton to discuss the dynamics of running a successful print on demand business on Etsy. Emily shares her journey of transitioning to full-time self-employment and the adjustments she made to manage her time effectively. They dive into the benefits of focusing on giftable products, the importance of niche targeting, and using tools like Printify and AI for designing.
    Mark as Played
    Doug touches on various current online business models and shares his skepticism towards the volatility of online businesses. He discusses alternatives such as print-on-demand on Etsy, non-WordPress content management systems, directories, newsletters, and local-based business strategies.

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    Mark as Played
    Doug discusses his approach to starting an online business from scratch in the current landscape. Reflecting on the evolution of online business models over the past two decades, Doug emphasizes the volatility and rapid changes in the industry. He advises focusing on video content creation due to its growing importance and resilience against AI disruptions, while also acknowledging the challenges it presents.

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    Mark as Played

    Doug examines the decline of niche sites, once a lucrative area for digital marketers. He references an email from Shawna Newman of Skip Blast and highlights a Million Dollar Site heavily impacted by Google’s Helpful Content Update (HCU). Doug reflects on personal anecdotes, industry shifts, and past interviews with individuals like Duke and Dave, illustrating the initial excitement and eventual disappointment within the nich...

    Mark as Played

    Doug discusses his experiences and frustrations with unreliable AI-generated content and niche websites.

    Check out:

    • Etsy
    • Mind Lab Pro
      • They have performance lab Multi Vitamin
      • I’m an affiliate of the above, so if you buy something, I may get a commission. Thanks!
    • Joi...
    Mark as Played
    April 21, 2025 31 mins

    Doug Cunnington dives into various topics including AI-generated cooking recipes, the evolution of food blogs, and the current state of e-commerce with a focus on tariffs and market volatility.

    Doug shares his experiences with a recent book by Alton Brown, his ongoing journey with reading physical books, and his thoughts on using AI for recipe creation. He also touches on his recent travels, a VIP experience with Alton Brown, and t...

    Mark as Played

    Doug shares his recent experiences selling items on Craigslist and Facebook Marketplace. He discusses his approach to listing items, including the importance of transparency about flaws to build trust, and recounts stories of successful transactions and potential scams.

    Doug also reflects on his travels during Q1, including attending the EconoMe Conference and trips to Estes Park, Breckenridge, Death Valley, and Joshua Tree Nationa...

    Mark as Played

    Doug chats with Sam Neumann, a residential real estate agent and YouTuber from Denver. The discussion covers Sam’s journey into YouTube, focusing on the importance of video in real estate marketing, the challenges of getting started, and the value of creating authentic and engaging content.

    Sam shares his experience transitioning from a video editor to a real estate agent and how his channel, ‘Denver Living with Sam Neu...

    Mark as Played
    Doug talks with Andrew Schrader.  Doug talks about his journey to financial independence and becoming a full-time entrepreneur after leaving a corporate career. They discuss beer judging in Montana, the nuances of the FIRE community, transitioning to entrepreneurship, overcoming imposter syndrome, and the importance of balancing work and personal life. Doug also touches on monetizing online ventures, leveraging project management ...
  • Mark as Played
    Doug addresses several topics sparked by audience emails and personal experiences. He dives into the viability of strategic acquisitions for niche sites, especially for those impacted by the helpful content update. He also shares his adventures in selling items on Craigslist, utilizing his online marketing skills. Additionally, he discusses his foray into print on demand on Redbubble and Etsy, aided by insights from Emily’s ...
  • Mark as Played
    Doug shares a variety of topics that are on his mind. He starts with insights into credit card rewards and travel hacking. Doug also touches on a recent text from an acquaintance suggesting podcast guests, which leads him to affirm his rule against interviewing authors launching books. Finally, he discusses his thoughts on what side hustles he would start today.

    Check Out:

    • Giftlab
      • This link is an affiliate link,...
    Mark as Played
    Doug talks with Chris Panteli from Linkifi about the seismic shifts in the digital PR and SEO landscape. They discuss the closure of HARO (Help a Reporter Out), its impact on the industry, and the innovative strategies businesses are adopting to stay ahead. Chris shares insights on diversifying digital PR approaches, utilizing AI for outreach, and why personal and brand authority have never been more important. They also talk abou...
  • Mark as Played
    Doug hosts Cody Berman in a lively discussion recorded at FinCon in 2023. Cody, a young and dynamic entrepreneur with 19 income streams, dives into his journey from leaving a corporate job to building multiple successful ventures, including digital products on Etsy and real estate investments. They discuss Cody’s strategic approach to financial independence, his commitment to keeping fixed expenses low, and his vigorous daily...
    Mark as Played

    Doug chats with Heather Farris, an experienced Pinterest educator and marketing strategist. Heather shares her unique journey from an accounting career to establishing a successful online business focused on Pinterest marketing.

    The episode offers practical advice for businesses looking to leverage Pinterest and explores the platform’s nuances, including its recent adjustments to AI content.

    Mark as Played

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